3-[[4-(2-Carboxyethylsulfanylmethyl)phenyl]methylsulfanyl]propanoic acid | 69064-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[[4-(2-Carboxyethylsulfanylmethyl)phenyl]methylsulfanyl]propanoic acid
• CAS: 69064-30-8
• 化学式: C₁₄H₁₈O₄S₂
• 分子量: 314.427
• InChiKey: FYFLBAHOWFMEOA-UHFFFAOYSA-N

物化性质

• 沸点：
  546.0±50.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[[4-(2-Carboxyethylsulfanylmethyl)phenyl]methylsulfanyl]propanoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 N-[2-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyethyl]-3-[[4-[[3-[2-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyethylamino]-3-oxopropyl]sulfanylmethyl]phenyl]methylsulfanyl]propanamide
  参考文献：
  名称：

  Di-, Tri-, and Tetravalent Dendritic Galabiosides That Inhibit Hemagglutination by Streptococcus suis at Nanomolar Concentration

  摘要：

  Galabiose (Gal alpha 1-4Gal) derivatives were coupled to carrier molecules having mono-, di-, tri-, and tetrameric functionalities, thus creating mono- to tetravalent dendritic galabiosides (1-9). The di- to tetravalent galabiosides were several hundred times more efficient than the monomeric galabiosides in inhibiting hemagglutination by the Gram-positive bacterium Streptococcus suis, resulting in complete inhibition at low nanomolar concentrations. This is unprecedented in the field of inhibition of bacterial adhesion by soluble compounds.

  DOI：

  10.1021/ja970859p
• 作为产物：
  描述：

  3-溴丙酸 、 1,4-苯二甲硫醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以77%的产率得到3-[[4-(2-Carboxyethylsulfanylmethyl)phenyl]methylsulfanyl]propanoic acid
  参考文献：
  名称：

  Di-, Tri-, and Tetravalent Dendritic Galabiosides That Inhibit Hemagglutination by Streptococcus suis at Nanomolar Concentration

  摘要：

  Galabiose (Gal alpha 1-4Gal) derivatives were coupled to carrier molecules having mono-, di-, tri-, and tetrameric functionalities, thus creating mono- to tetravalent dendritic galabiosides (1-9). The di- to tetravalent galabiosides were several hundred times more efficient than the monomeric galabiosides in inhibiting hemagglutination by the Gram-positive bacterium Streptococcus suis, resulting in complete inhibition at low nanomolar concentrations. This is unprecedented in the field of inhibition of bacterial adhesion by soluble compounds.

  DOI：

  10.1021/ja970859p

文献信息

• Jian-Hua, Wang; Zhen, Zhang; Yong-Lai, Feng, Synthetic Communications, 1993, vol. 23, # 3, p. 373 - 377
  作者：Jian-Hua, Wang、Zhen, Zhang、Yong-Lai, Feng

  DOI：——

  日期：——